CN103351876B - Liquid crystal composition and liquid crystal display device thereof - Google Patents

Liquid crystal composition and liquid crystal display device thereof Download PDF

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CN103351876B
CN103351876B CN201310260867.6A CN201310260867A CN103351876B CN 103351876 B CN103351876 B CN 103351876B CN 201310260867 A CN201310260867 A CN 201310260867A CN 103351876 B CN103351876 B CN 103351876B
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compound
crystal composition
gross weight
described liquid
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CN103351876A (en
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韩文明
胡娟
李鹏飞
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Jiangsu Hecheng Display Technology Co Ltd
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    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001Cyclohexane rings
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    • C09K19/42Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • C09K19/44Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked
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    • C09K2019/0444Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group
    • C09K2019/0466Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group the linking chain being a -CF2O- chain
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    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/12Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
    • C09K2019/121Compounds containing phenylene-1,4-diyl (-Ph-)
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    • C09K19/30Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001Cyclohexane rings
    • C09K19/3003Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
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    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001Cyclohexane rings
    • C09K19/3003Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
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    • C09K19/00Liquid crystal materials
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    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001Cyclohexane rings
    • C09K19/3003Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
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    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001Cyclohexane rings
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    • C09K2019/3019Cy-Cy-Ph-Ph
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    • C09K19/00Liquid crystal materials
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    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001Cyclohexane rings
    • C09K19/3003Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
    • C09K2019/3021Cy-Ph-Ph-Cy
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    • C09K19/00Liquid crystal materials
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    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/34Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C09K19/3402Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom
    • C09K2019/3422Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom the heterocyclic ring being a six-membered ring
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/0009Materials therefor
    • G02F1/0045Liquid crystals characterised by their physical properties

Abstract

The invention provides a liquid crystal composition which comprises 1-20 wt% of compound disclosed as Formula I, 5-35 wt% of compound selected from Formula II-1, Formula II-2, Formula II-3 and combination thereof, 25-50 wt% of compound disclosed as Formula III, 5-25 wt% of compound composed of Formula IV-1, Formula IV-2 and combination thereof, and 5-25 wt% of compound composed of Formula V-1, Formula V-2 and combination thereof. The liquid crystal composition provided by the invention has the advantages of appropriate optical anisotropy, appropriate dielectric anisotropy, high response speed, high low-temperature storage stability, favorable ultraviolet irradiation resistance and favorable heat stability, and is suitable for IPS (in-plane switching), FFS (fringe field switching) and other display modes. The invention also provides a liquid crystal display device comprising the liquid crystal composition.

Description

Liquid-crystal composition and liquid crystal display device thereof
Technical field
The present invention relates to a kind of liquid-crystal composition, particularly a kind of have suitable optical anisotropy, suitable dielectric anisotropy, faster response speed, good low temperature storage stability, good uvioresistant irradiate property and to the liquid-crystal composition of thermostability and the application in liquid crystal display device thereof.
Background technology
Liquid crystal display device be utilize liquid crystal material itself to possess optical anisotropy and dielectric anisotropy to carry out work, be widely used at present.The characteristic utilizing liquid crystal material different and mode of operation, various different operating mode can be designed device to, what wherein conventional display generally used has TN pattern (i.e. twisted nematic mode---liquid crystal compound has the nematic structure of distortion about 90 degree), STN(and supertwisted nematic mode), SBE pattern (i.e. SBE pattern), EBC pattern (i.e. electrically controlled birefringence mode), VA pattern (and vertical alignment), IPS pattern (i.e. in-plane-switching-mode) etc., containing the improved mode much done according to above pattern.The element be operated under TN, STN, SBE pattern generally uses positive dielectric anisotropic liquid crystals, and EBC, VA pattern uses negative dielectric anisotropy liquid crystal, and IPS pattern can use positive dielectric anisotropic liquid crystals, also can use negative dielectric anisotropy liquid crystal.
Liquid crystal material must have good chemistry and thermostability and the good stability to electric field and electromagnetic radiation.In addition, liquid crystal material should have low viscosity and short response time, low threshold voltage and high-contrast.But use due to the mixture of liquid crystal usually used as various ingredients, dissolving each other each other between each component, seems particularly important, and according to different Application Areass, liquid crystal must meet different requirements, as specific conductivity, dielectric anisotropy and optical anisotropy etc., but the shortcoming significantly existed in the prior art is the longer time of response, low resistivity and operating voltage is excessively high, as EP0673986, DE19528106, DE19528107.In addition, low temperature storage stability is poor is also the defect of existing many liquid crystal materials.
A series of compounds up to now with liquid crystal Jie phase do not comprise the monomeric compound meeting all these aspects and require, therefore, in liquid crystal material field, need to have the novel liquid crystalline compositions improving performance.Especially, for many type useds, liquid-crystal composition must have suitable wide nematic phase range, suitable specific refractory power, dielectric anisotropy and low temperature storage stability.
Summary of the invention
The object of this invention is to provide a kind of liquid-crystal composition, it possess have suitable optical anisotropy, suitable dielectric anisotropy, faster response speed, good low temperature storage stability, good uvioresistant irradiate property and to characteristics such as thermostabilitys.This liquid-crystal composition can be applicable to the display formats such as IPS, FFS.
One aspect of the present invention provides a kind of liquid-crystal composition for IPS or FFS, and described liquid-crystal composition comprises:
Account for the compound of at least one formula I of the 1-25% of described liquid-crystal composition gross weight
At least one accounting for the 5-35% of described liquid-crystal composition gross weight selects the compound of the group of free style II-1, formula II-2, formula II-3 and combination composition thereof
Account for the compound of at least one formula III of the 25-50% of described liquid-crystal composition gross weight
At least one accounting for the 5-25% of described liquid-crystal composition gross weight selects the compound of the group of free style IV-1, formula IV-2 and combination composition thereof
At least one accounting for the 5-25% of described liquid-crystal composition gross weight selects the compound of the group of free style V-1, formula V-2 and combination composition thereof
Wherein,
R 1, R 2, R 3, R 4, R 5and R 6identical or different, represent that carbonatoms is alkyl or the alkoxyl group of 1-7 independently of one another, or carbonatoms is thiazolinyl or the alkene oxygen base of 2-7;
L 1, L 2and L 3identical or different, represent H or F independently of one another.
Liquid-crystal composition of the present invention also comprises:
At least one accounting for described liquid-crystal composition gross weight 0-20% selects the compound of the group of free style VI-1, formula VI-2 and combination composition thereof:
Wherein,
R 7, R 8and R 9identical or different, represent that carbonatoms is alkyl or the alkoxyl group of 1-7 independently of one another, or carbonatoms is thiazolinyl or the alkene oxygen base of 2-7;
L 4and L 5identical or different, represent H or F independently of one another.
In some embodiments of the present invention, preferred described R 1, R 2, R 3, R 4, R 5, R 6, R 7, R 8and R 9for carbonatoms is the alkyl of 2-5.
In some embodiments, the compound of described formula II-1 is selected from one or more of compound in the group be made up of following compounds:
The compound of described formula II-2 is selected from one or more of compound in the group be made up of following compounds:
The compound of described formula II-3 is selected from one or more of compound in the group be made up of following compounds:
In some embodiments, the compound of described formula III is selected from one or more of compound in the group be made up of following compounds:
In some embodiments, the compound of described formula IV-1 is selected from one or more of compound in the group be made up of following compounds:
The compound of described formula IV-2 is selected from one or more of compound in the group be made up of following compounds:
In some embodiments, the compound of described formula VI-1 is selected from one or more of compound in the group be made up of following compounds:
The compound of described formula VI-2 is selected from one or more of compound in the group be made up of following compounds:
In embodiments of the invention, the compound of preferred described formula I accounts for the 3-15% of described liquid-crystal composition gross weight; The compound of the group of described formula II-1, formula II-2, formula II-3 and combination composition thereof accounts for the 8-25% of described liquid-crystal composition gross weight; The compound of described formula III accounts for the 25-40% of described liquid-crystal composition gross weight; The compound of the group of described formula IV-1, formula IV-2 and combination composition thereof accounts for the 5-20% of described liquid-crystal composition gross weight; The compound of the group of described formula V-1, formula V-2 and combination composition thereof accounts for the 5-20% of described liquid-crystal composition gross weight; And the compound of the group of described formula VI-1, formula VI-2 and combination composition thereof accounts for the 1-15% of described liquid-crystal composition gross weight.
Another aspect of the present invention provides a kind of liquid crystal display device, and described liquid crystal display device comprises liquid-crystal composition of the present invention.
The present invention is by carrying out combination experiment to above-claimed cpd, by with the comparison contrasted, determine the liquid-crystal composition comprising above-mentioned liquid crystalline cpd, have suitable optical anisotropy, suitable dielectric anisotropy, faster response speed, good low temperature storage stability, good uvioresistant irradiate property and to characteristics such as thermostabilitys.Described liquid-crystal composition can be applicable to the display formats such as IPS, FFS.
In the present invention if no special instructions, described ratio is weight ratio, and all temperature are degree celsius temperature, and the box selected of the test of described response time data is thick is 7 μm.
Embodiment
Below with reference to specific embodiments, the present invention is described.It should be noted that, the following examples are example of the present invention, are only used for the present invention is described, and are not used for limiting the present invention.When not departing from purport of the present invention or scope, other combination and the various improvement in design of the present invention can be carried out.
For ease of expressing, in following embodiment, the coded representation of unit structure listed by table 1 of liquid-crystal composition:
The unit structure code of table 1 liquid crystalline cpd
Compound for following structural formula:
This structural formula as represented by code listed in Table 1, then can be expressed as: nCCGF, and the n in code represents the C atomicity of left end alkyl, and such as n is " 3 ", namely represents that this alkyl is-C 3h 7; C in code represents cyclohexyl.
In following examples test event to write a Chinese character in simplified form code name as follows:
Cp(DEG C): clearing point (to row-isotropic phase transition temperature)
Δ n: optical anisotropy (589nm, 20 DEG C)
Δ ε: dielectric anisotropy (1KHz, 25 DEG C)
γ 1: reverse viscosity (mPa*s, at 20 DEG C)
T -30 DEG C: the low-temperature storage time (at-30 DEG C)
Each composition adopted below in an example, all can be synthesized by known method, or be obtained by commercial sources.These synthetic technologys are conventional, and each liquid crystalline cpd that obtains meets electrical type compound standard after tested.
According to the proportioning of each liquid-crystal composition of following examples regulation, prepare liquid-crystal composition.The preparation of described liquid-crystal composition carries out according to the ordinary method of this area, and as taked the modes such as heating, ultrasonic wave, suspension, ratio mixing is obtained according to the rules.
Prepare and study the liquid-crystal composition provided in the following example.Show composition and its performance parameter test result of each liquid-crystal composition below.
Comparative example 1
Be mixed with the liquid-crystal composition of comparative example 1 by each compound listed in table 2 and weight percentage, it is filled between liquid-crystal display two substrates and carries out performance test, and test data is as shown in the table:
Table 2 liquid crystal combination composition formula and test performance thereof
Embodiment 1
Be mixed with the liquid-crystal composition of embodiment 1 by each compound listed in table 3 and weight percentage, it is filled between liquid-crystal display two substrates and carries out performance test, and test data is as shown in the table:
Table 3 liquid crystal combination composition formula and test performance thereof
Embodiment 2
Be mixed with the liquid-crystal composition of embodiment 2 by each compound listed in table 4 and weight percentage, it is filled between liquid-crystal display two substrates and carries out performance test, and test data is as shown in the table:
Table 4 liquid crystal combination composition formula and test performance thereof
Embodiment 3
Be mixed with the liquid-crystal composition of embodiment 3 by each compound listed in table 5 and weight percentage, it is filled between liquid-crystal display two substrates and carries out performance test, and test data is as shown in the table:
Table 5 liquid crystal combination composition formula and test performance thereof
Embodiment 4
Be mixed with the liquid-crystal composition of embodiment 4 by each compound listed in table 6 and weight percentage, it is filled between liquid-crystal display two substrates and carries out performance test, and test data is as shown in the table:
Table 6 liquid crystal combination composition formula and test performance thereof
With reference to comparative example 1, from the test data of above embodiment 1,2,3 and 4, liquid-crystal composition provided by the present invention has suitable optical anisotropy and suitable dielectric anisotropy, its advantage is response speed block, has good display effect, low temperature storage stability, uvioresistant irradiate property and to thermostability, be applicable in the display format liquid crystal display devices such as IPS, FFS.

Claims (8)

1., for a liquid-crystal composition of IPS or FFS, comprise:
Account for the compound of at least one formula I of the 3-15% of described liquid-crystal composition gross weight
At least one accounting for the 8-25% of described liquid-crystal composition gross weight selects the compound of the group of free style II-1, formula II-2, formula II-3 and combination composition thereof
Account for the compound of at least one formula III of the 25-40% of described liquid-crystal composition gross weight
At least one accounting for the 5-20% of described liquid-crystal composition gross weight selects the compound of the group of free style IV-1, formula IV-2 and combination composition thereof
and
At least one accounting for the 5-20% of described liquid-crystal composition gross weight selects the compound of the group of free style V-1, formula V-2 and combination composition thereof
Wherein,
R 1, R 2, R 3, R 4, R 5and R 6identical or different, represent that carbonatoms is alkyl or the alkoxyl group of 1-7 independently of one another, or carbonatoms is thiazolinyl or the alkene oxygen base of 2-7;
L 1, L 2and L 3identical or different, represent H or F independently of one another;
At least one accounting for described liquid-crystal composition gross weight 1-15% selects the compound of the group of free style VI-1, formula VI-2 and combination composition thereof:
and
Wherein,
R 7, R 8and R 9identical or different, represent that carbonatoms is alkyl or the alkoxyl group of 1-7 independently of one another, or carbonatoms is thiazolinyl or the alkene oxygen base of 2-7;
L 4and L 5identical or different, represent H or F independently of one another.
2. liquid-crystal composition according to claim 1, is characterized in that, described R 1, R 2, R 3, R 4, R 5, R 6, R 7, R 8and R 9identical or different, represent that carbonatoms is the alkyl of 2-5 independently of one another.
3. liquid-crystal composition according to claim 2, is characterized in that, the compound of described formula II-1 is selected from one or more of compound in the group be made up of following compounds:
and
The compound of described formula II-2 is selected from one or more of compound in the group be made up of following compounds:
and
and
The compound of described formula II-3 is selected from one or more of compound in the group be made up of following compounds:
and
4. liquid-crystal composition according to claim 2, is characterized in that, the compound of described formula III is selected from one or more of compound in the group be made up of following compounds:
and
5. liquid-crystal composition according to claim 2, is characterized in that, the compound of described formula IV-1 is selected from one or more of compound in the group be made up of following compounds:
and
and
The compound of described formula IV-2 is selected from one or more of compound in the group be made up of following compounds:
and
6. liquid-crystal composition according to claim 2, is characterized in that, the compound of described formula VI-1 is selected from one or more of compound in the group be made up of following compounds:
and
and
The compound of described formula VI-2 is selected from one or more of compound in the group be made up of following compounds:
and
7. liquid-crystal composition according to claim 6, is characterized in that, described liquid-crystal composition comprises:
Account for the compounds Ⅳ-1-2 of described liquid-crystal composition gross weight 9%;
Account for the compound III-1 of described liquid-crystal composition gross weight 40%;
Account for the compound V-1 of described liquid-crystal composition gross weight 10%;
Account for the compound V-2 of described liquid-crystal composition gross weight 6%;
Account for the compounds Ⅳ-2-2 of described liquid-crystal composition gross weight 5%;
Account for the compound VI-1-2 of described liquid-crystal composition gross weight 2%;
Account for the chemical compounds I of described liquid-crystal composition gross weight 5%;
Account for the compound ii-1-4 of described liquid-crystal composition gross weight 5%;
Account for the compound ii-1-5 of described liquid-crystal composition gross weight 5%;
Account for the compound ii-1-6 of described liquid-crystal composition gross weight 5%;
Account for the compound ii-2-3 of described liquid-crystal composition gross weight 3%;
Account for the compound ii-2-4 of described liquid-crystal composition gross weight 3%; And
Account for the compound ii-2-5 of described liquid-crystal composition gross weight 2%,
Or described liquid-crystal composition comprises:
Account for the compounds Ⅳ-1-2 of described liquid-crystal composition gross weight 6%;
Account for the compounds Ⅳ-2-2 of described liquid-crystal composition gross weight 3%;
Account for the compound III-1 of described liquid-crystal composition gross weight 37%;
Account for the compound V-1 of described liquid-crystal composition gross weight 5%;
Account for the compound V-2 of described liquid-crystal composition gross weight 5%;
Account for the compound VI-2-4 of described liquid-crystal composition gross weight 3%;
Account for the compound VI-2-2 of described liquid-crystal composition gross weight 3%;
Account for the compound VI-1-2 of described liquid-crystal composition gross weight 5%;
Account for the chemical compounds I of described liquid-crystal composition gross weight 12%;
Account for the compound ii-1-4 of described liquid-crystal composition gross weight 3%;
Account for the compound ii-1-5 of described liquid-crystal composition gross weight 3%;
Account for the compound ii-1-6 of described liquid-crystal composition gross weight 3%;
Account for the compound ii-2-3 of described liquid-crystal composition gross weight 4%;
Account for the compound ii-2-4 of described liquid-crystal composition gross weight 4%; And
Account for the compound ii-2-5 of described liquid-crystal composition gross weight 4%,
Or described liquid-crystal composition comprises:
Account for the compounds Ⅳ-1-2 of described liquid-crystal composition gross weight 11%;
Account for the compounds Ⅳ-2-2 of described liquid-crystal composition gross weight 8%;
Account for the compound III-1 of described liquid-crystal composition gross weight 30%;
Account for the compound V-1 of described liquid-crystal composition gross weight 8%;
Account for the compound V-2 of described liquid-crystal composition gross weight 6%;
Account for the compound VI-2-4 of described liquid-crystal composition gross weight 3%;
Account for the compound VI-2-2 of described liquid-crystal composition gross weight 3%;
Account for the compound VI-1-2 of described liquid-crystal composition gross weight 3%;
Account for the chemical compounds I of described liquid-crystal composition gross weight 10%;
Account for the compound ii-1-4 of described liquid-crystal composition gross weight 3%;
Account for the compound ii-1-5 of described liquid-crystal composition gross weight 3%;
Account for the compound ii-1-6 of described liquid-crystal composition gross weight 3%;
Account for the compound ii-2-3 of described liquid-crystal composition gross weight 3%;
Account for the compound ii-2-4 of described liquid-crystal composition gross weight 3%; And
Account for the compound ii-2-5 of described liquid-crystal composition gross weight 3%.
8. a liquid crystal display device, described liquid crystal display device comprises the liquid-crystal composition described in any one in claim 1 to 7.
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